Chlorine → HCID 178464170, compound

HRID 2053979Notes

Reaction equation

HRID 2053979 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([C:11]([NH:13][CH:14]([C:16]2[NH:20][C:19]3[CH:21]=[CH:22][C:23]([Cl:25])=[CH:24][C:18]=3[N:17]=2)[CH3:15])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].[NH2:26][CH2:27][CH2:28][CH2:29][NH:30][CH2:31][CH3:32].C(N(C(C)C)CC)(C)C.ClCl>CS(C)=O>[NH2:26][CH2:27][CH2:28][CH2:29][N:30]([CH2:31][CH3:32])[C:4]([C:3]1[CH:7]=[CH:8][C:9]([C:11]([NH:13][CH:14]([C:16]2[NH:20][C:19]3[CH:21]=[CH:22][C:23]([Cl:25])=[CH:24][C:18]=3[N:17]=2)[CH3:15])=[O:12])=[CH:10][C:2]=1[Cl:1])=[O:5]

Participants

6

Reactant 4

HCID 24526ChlorineHCID 81531DiisopropylethylamineHCID 82727N-Ethyl-1,3-propanediamineHCID 178464831HCID 178464831, compound

Product 1

HCID 178464170HCID 178464170, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Prepared analogously to Example 1d from rac.-2-chloro-4-{N-[1-(5-chloro-1H-benzimidazol-2-yl)ethyl]aminocarbonyl}benzoic acid, N-(3-aminopropyl)ethylamine, PFTU, and diisopropylethylamine in DMSO at ambient temperature. HPLC-MS results: retention time: 3.82 minutes; C22H25Cl2N5O2 (462.38); mass spectrum: (M−H)−=461/463/465 (chlorine isotope).

Workup

  1. customHPLC-MS results

Sources & evidence

ORD record
ord-23056e56adc749d5918f8154af9f5b0d
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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